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Technology Lead, Digital Experience & Enterprise Services

Job in West Hartford, Hartford County, Connecticut, 06107, USA
Listing for: Berkley Small Business Solutions (a Berkley Company)
Full Time position
Listed on 2026-10-09
Job specializations:
  • IT/Tech
    AI Engineer (Applied/Software), Cloud Computing: Infrastructure & Operations, IT Project Manager, Systems Engineer
Salary/Wage Range or Industry Benchmark: 140000 - 165000 USD Yearly USD 140000.00 165000.00 YEAR
Job Description & How to Apply Below
Company Details

Berkley One is a modern insurance provider for a modern generation of affluence. We serve clients who live dynamic, adventurous lives and expect their insurance experience to match. Our mission is to deliver highly personalized risk and claims management through a blend of expert independent agents, cutting-edge digital tools, and the strength of the W.R. Berkley brand.

Why Join Us?At Berkley One, you’ll be part of a forward-thinking team that’s reimagining personal insurance. We’re building solutions that are as sophisticated and agile as the clients we serve—individuals and families who value innovation, simplicity, and exceptional service. You’ll collaborate with passionate professionals, leverage modern technology, and help shape the future of our industry.

What We Value

  • A client-first mindset with a passion for delivering exceptional experiences
  • Curiosity, creativity, and a drive to challenge the status quo
  • Collaboration across disciplines to build smarter, more intuitive solutions
  • Integrity, expertise, and a commitment to excellence

Join us in creating a new standard in personal insurance—where protection meets possibility.

#LI-AV1 #LI-HYBRID

The Company is an equal employment opportunity employer.

Responsibilities

Lead Digital Transformation, Cloud Innovation & AI Strategy at Berkley One

Are you a hands-on technology leader who enjoys building modern digital experiences and solving complex business challenges?

Berkley One is looking for a Technology Lead, Digital Experience & Enterprise Services
to drive the technology vision and delivery for our Digital Engagement, CRM, Customer Experience, and Enterprise Services platforms. This is a unique opportunity to influence enterprise strategy while leading the development of innovative customer and agent-facing solutions.

This position will be based in one of our offices:

  • West Hartford, CT
  • Morristown, NJ
  • Wilmington, DE
  • Chicago, IL

Our offices offer a hybrid work schedule with 4 days in the office; and 1 day remote where it makes sense to do so.

What you can expect:

  • Culture of innovation, teamwork, supportive colleagues and leaders willing to invest in talent
  • Internal mobility opportunities
  • Visibility to senior leaders and partnership with cross functional teams
  • Opportunity to impact change
  • Benefits – competitive compensation, paid time off, comprehensive wellness benefits and programs, employer funded health savings account, profit sharing, 401k, paid parental leave, employee stock purchase plan, tuition assistance and professional continuing education

We'll count on you to:

  • Lead the design and delivery of scalable, cloud-native solutions.
  • Drive digital experiences across web, mobile, CRM, and self-service platforms.
  • Partner with business leaders to translate strategy into technology outcomes.
  • Champion secure-by-design engineering practices and modernization initiatives.
  • Identify and implement Generative AI solutions that improve customer experience and business efficiency.
  • Guide engineering teams and establish best-in-class development standards.
Qualifications

What you need to have:

  • Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field, or equivalent professional experience.
  • 5+ years of software engineering experience.
  • 3+ years in a Technology Lead, Lead Engineer, Solution Architect, or similar leadership role.
  • Proven success designing and delivering enterprise-scale software solutions.
  • Strong ability to communicate with both technical and non-technical audiences.
  • Proven experience leading enterprise-scale software development and architecture.
  • Strong background with Java, Spring Boot, APIs, Microservices, React, and Type Script.
  • Experience with Azure or AWS, Kubernetes, Dev Ops, and CI/CD.

What makes you stand out:

  • Kn…
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